HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromopyruvate → HCID 59251254, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178512096 | HCID 178512096 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59251254 | HCID 59251254 | 13.3% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
A mixture of 4-bromo-N-(2-chlorobenzyl)-benzamidine (1.4 g, 4.3 mmol), sodium bicarbonate (0.72 g, 8.6 mmol) and ethyl bromopyruvate (0.98 mL, 7.8 mmol) in EtOH (14 mL) was heated in a microwave unit (Biotage Initiator™) at 175° C. for 12 min. The resulting mixture was decanted and the solids rinsed with EtOAc. The combined filtrates were concentrated and purified by chromatography (silica, EtOAc/Hex, 0:100 to 40:60) to give the title compound (0.24 g, 13%) as a pale brown residue. 1H-NMR (DCM-d2): δ 7.58-7.62 (m, 3H), 7.43-7.49 (m, 3H), 7.34 (m, 1H), 7.28 (m, 1H), 6.96 (d, 1H), 5.30 (s, 2H), 4.32 (q, 2H), 1.35 (t, 3H); MS (ES): 419, 421 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569352B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-fe410254412b4bc6ba067b85daff950a |
| Source note | uspto-grants-2013_10 |